3,4-Dihydroxyphenylglycol

Details

• Internal ID: 19512575-8672-4239-833d-4c707947ddb8
• Taxonomy: Benzenoids > Phenols > Benzenediols > Catechols
• IUPAC Name: 4-(1,2-dihydroxyethyl)benzene-1,2-diol
• SMILES (Canonical): C1=CC(=C(C=C1C(CO)O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1C(CO)O)O)O
• InChI: InChI=1S/C8H10O4/c9-4-8(12)5-1-2-6(10)7(11)3-5/h1-3,8-12H,4H2
• InChI Key: MTVWFVDWRVYDOR-UHFFFAOYSA-N
• Popularity: 1,057 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₁₀O₄
• Molecular Weight: 170.16 g/mol
• Exact Mass: 170.05790880 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): 0.12
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

• 4-(1,2-dihydroxyethyl)benzene-1,2-diol
• 28822-73-3
• DOPEG
• 3343-19-9
• 3,4-Dihydroxyphenylethyleneglycol
• dl-3,4-Dihydroxyphenylglycol
• Dihydroxyphenylethylene glycol
• 1,2-Benzenediol, 4-(1,2-dihydroxyethyl)-
• rac 3,4-Dihydroxyphenylethylene Glycol
• UEH9K539KJ
• 3,4-dihydroxyphenethyl glycol
• 4-(1,2-Dihydroxyethyl)-1,2-benzenediol
• 3,4-dihydroxyphenylethyl glycol
• (+/-)-3,4-Dihydroxyphenylglycol
• EINECS 249-260-9
• (3,4-dihydroxyphenyl)ethylene glycol
• 1,2-Benzenediol, 4-(1,2-dihydroxyethyl)-, (-)-
• NSC 92532
• NSC-92532
• (1)-4-(1,2-Dihydroxyethyl)pyrocatechol
• 1-(3,4-dihydroxyphenyl)-1,2-ethanediol
• 1-(3,4-Dihydroxyphenyl)ethane-1,2-diol
• UNII-UEH9K539KJ
• SCHEMBL141609
• Phenylglycol, 3,4-dihydroxy-
• CHEBI:1387
• 3,4-Dihydroxyphenylglycol, DL-
• DTXSID20865451
• (+-)-3,4-Dihydroxyphenylglycol
• MTVWFVDWRVYDOR-UHFFFAOYSA-N
• Ba 2775
• NSC92532
• AKOS003368780
• AKOS016843225
• beta,3,4-trihydroxy phenethyl alcohol
• BA-2775
• CS-W010782
• HY-W010066
• DHPG (3,4-DIHYDROXYPHENYLGLYCOL)
• MS-22923
• (+-)-4-(1,2-dihydroxyethyl)pyrocatechol
• 2-hydroxy-2-(3,4-dihydroxy)phenylethanol
• FT-0638811
• FT-0694582
• 3,4-DIHYDROXYPHENYLGLYCOL, (+/-)-
• C05576
• F85606
• EN300-1855459
• A819617
• Q262270
• 1,2-Benzenediol, 4-(1,2-dihydroxyethyl)-, (.+.)-
• 1,2-Ethanediol, 1-(3,4-dihydroxyphenyl)-, (.+.)-
• 1,2-Benzenediol, 4-(1,2-dihydroxyethyl)-, (.+/-.)-
• 1,2-Ethanediol, 1-(3,4-dihydroxyphenyl)-, (.+/-.)-
• 4740838A-79C1-450B-827D-A3B2F61834F4

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9653	96.53%
Caco-2	-	0.9150	91.50%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8086	80.86%
OATP2B1 inhibitior	-	0.8637	86.37%
OATP1B1 inhibitior	+	0.9574	95.74%
OATP1B3 inhibitior	+	0.9590	95.90%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9797	97.97%
P-glycoprotein inhibitior	-	0.9887	98.87%
P-glycoprotein substrate	-	0.9699	96.99%
CYP3A4 substrate	-	0.8013	80.13%
CYP2C9 substrate	-	0.8129	81.29%
CYP2D6 substrate	-	0.7260	72.60%
CYP3A4 inhibition	-	0.9169	91.69%
CYP2C9 inhibition	-	0.9438	94.38%
CYP2C19 inhibition	-	0.9456	94.56%
CYP2D6 inhibition	-	0.9567	95.67%
CYP1A2 inhibition	-	0.8227	82.27%
CYP2C8 inhibition	-	0.9585	95.85%
CYP inhibitory promiscuity	-	0.9040	90.40%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8108	81.08%
Carcinogenicity (trinary)	Non-required	0.6625	66.25%
Eye corrosion	-	0.9165	91.65%
Eye irritation	+	0.8786	87.86%
Skin irritation	+	0.6088	60.88%
Skin corrosion	-	0.8292	82.92%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7848	78.48%
Micronuclear	-	0.5626	56.26%
Hepatotoxicity	-	0.7571	75.71%
skin sensitisation	+	0.9289	92.89%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	-	0.6111	61.11%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	-	0.8621	86.21%
Acute Oral Toxicity (c)	III	0.7626	76.26%
Estrogen receptor binding	-	0.8417	84.17%
Androgen receptor binding	-	0.6984	69.84%
Thyroid receptor binding	-	0.5793	57.93%
Glucocorticoid receptor binding	-	0.7014	70.14%
Aromatase binding	-	0.8524	85.24%
PPAR gamma	-	0.6960	69.60%
Honey bee toxicity	-	0.8349	83.49%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	-	0.5114	51.14%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.32%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.13%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.03%	96.09%
CHEMBL2581	P07339	Cathepsin D	86.56%	98.95%
CHEMBL4208	P20618	Proteasome component C5	85.23%	90.00%
CHEMBL3902	P09211	Glutathione S-transferase Pi	81.88%	93.81%

Plants that contains it

• Olea europaea
• Pogostemon cablin

Cross-Links

• PubChem: 91528
• NPASS: NPC84225
• LOTUS: LTS0081209
• wikiData: Q262270